You are here

Displaying 49 - 60 of 64 results matching your search criteria
Map View
List View

Turtle Bay

4 Bedrooms
3 Baths
8 Guests
Captain's Cove
Waterfront
Screened Porch
Pool
Internet

Treat yourself to an unforgettable stay at Turtle Bay! This brand new construction will leave you in awe. The coastal décor is everything perfect for a beautiful vacation. Immerse yourself in the plentiful views, sit and sip your morning coffee or evening beverage from the screened porch or cozy up by the fire in the living room. Cooking will be a breeze in the tastefully laid out kitchen featuring stainless steel appliances and granite countertops. Enjoy the large open floor plan and the inviting owners suite with a queen sized bed and  a walk in shower. The other 3 bedrooms also feature queen sized beds, one with a smart tv as well as two full bathrooms. 

Turtle Bay is nestled in the beautiful community of Captains Cove Community features swimming pools (2 outdoor, 1 indoor), a fitness center, marina club restaurant and 9-hole golf course. (Fee applies for usage of community amenities.) This rental home is approximately 20 minutes to Chincoteague/Assateague Island (the beach) and 30 minutes to Ocean City, MD (beach & boardwalk attractions). 

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- No pets are permitted on the premises. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

- Community amenities require passes for an additional fee.

- Additional community requirements: Each occupant must disclose their name. Vehicles must be registered; make and model of each vehicle is required. Incomplete or incorrect information will result in revocation of the use of community amenities and facilities. No Sunday check-ins or check-outs are permitted. 

Almost Heaven

3 Bedrooms
2 Baths
6 Guests
South Main
Waterfront
Pet Friendly
Boat Dock
Charcoal Grill
Internet

Private pier with boat docking, Waterfront, Pet friendly, Internet, A/C, Fireplace, Charcoal grill. Vintage charm with all  modern comforts!

Welcome to your new favorite island getaway! This charming Victorian cottage on Chincoteague's popular South Main Street offers the perfect blend of traditional character and modern comfort. With 3 bedrooms and 2 bathrooms, there's plenty of space for family and friends to unwind after a day of island exploring and adventures.

Step onto the open front porch and prepare to be amazed — breathtaking bayside sunsets await you nearly every evening. Pour yourself something refreshing, kick back in a rocking chair, and watch as the sky transforms into a canvas of orange and pink hues over Chincoteague Bay.

One of this home's standout features is the private pier extending directly into the bay, complete with boat dockage capabilities. Imagine morning fishing sessions, dropping a crab line to try your hand at catching dinner, or evening cruises right from your rental home! No need to haul your boat to a public launch — your nautical adventures begin here.

Traveling with 4-legged family members? No problem here - 'Almost Heaven' welcomes your pet(s)!

Location? Simply perfect. You're just minutes from downtown's delightful shops, restaurants, and even the downtown movie theater. Grocery runs are a breeze with Island Foods just a short drive away. For summer fun, Maui Jack's Waterpark is nearby, and the stunning Assateague Beach is waiting to capture vacation memories, and for your footprints in the sand.

The primary bedroom on the first floor offers a peaceful retreat after long days exploring island trails or collecting seashells. The second floor features two more bedrooms and a full bathroom (shower only). This isn't just a rental — it's your ticket to the relaxed island lifestyle you've been dreaming about. Make it your "home away from home'... at the beach!

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Minchew

5 Bedrooms
3 Baths & 1 Half
14 Guests
Cape Charles
Town & Country
Pet Friendly
Screened Porch
Internet

Welcome to this charming new rental Minchew, a delightful 5-bedroom, 3.5-bathroom house that mixes modern amenities with cozy, family-friendly comfort. This home features a bonus space perfect for the family to spread out, and a welcoming fireplace in the living area perfect for chilly evenings. Upon entering you are greeted with a spacious living room, formal dining room, the kitchen has an eating nook and a desk. Home features an open concept living area that leads out to a great screened in porch where you can dine Al Fresco. You will find a suite on the first floor with a walk-in shower and a soaking tub, and the rest of the bedrooms are located upstairs.  The front porch adds to the home's appeal, providing a quaint space to enjoy the neighborhood's friendly atmosphere.

 

Residents will appreciate the very convenient location, offering abundant outdoor activities including trails and picnics with scenic views. Daily errands are a breeze with a local grocery store, Food Lion, less than two miles away, ensuring everything you need is always within reach.

 

This home is not only about comfort but also practicality, and a location near the beach that makes it ideal for those who love the ocean. The property is also pet-friendly, acknowledging the important role pets play in many families.

SPECIAL NOTES:

This rental home is NO SMOKING and PET FRIENDLY (with fee). Pet fee is $150 per pet. All pets must be disclosed prior to arrival. 

Linens and towels are included with your reservation.

The Lighthouse

3 Bedrooms
2 Baths
6 Guests
Captain's Cove
Waterfront
Boat Dock
Gas Grill
Screened Porch
Pool
Internet
Outdoor Shower

Nestled in the picturesque Captain's Cove community, this exquisite three-bedroom, two-bathroom waterfront residence represents the pinnacle of sophisticated coastal living. The stunning new construction boasts an airy, well-conceived open floor plan that seamlessly blends indoor refinement with the serene beauty of unobstructed bay views. 

The chef's kitchen stands as a culinary sanctuary, where premium finishes and state-of-the-art appliances await the discerning home cook. In the evening hours, the ambient glow of the fireplace creates an atmosphere of unparalleled comfort and tranquility. For entertainment aficionados, each bedroom features a Smart TV—including the primary bedroom suite.

Perhaps most alluring is the property's 4-season room and direct bulkhead access to the bay, with boat dockage available for nautical enthusiasts. One might say this home doesn't just offer a lifestyle—it launches one.

The distinguished community amenities elevate everyday living to resort-quality experiences, featuring both indoor and outdoor swimming pools, a fitness facility, and an on-site restaurant. The adjacent marina and golf course create a playground for those with a passion for waterfront and fairway pursuits.

This exceptional property affords the advantage of being merely 20 minutes from the wild horses and pristine shores of Chincoteague Island, with the Assateague Island National Seashore's and beach just beyond. For those seeking more vibrant diversions, Ocean City's renowned boardwalk and attractions await just 30 minutes away, while Maui Jack's Waterpark offers family entertainment nearby. As one of Coastal Shore's newest offerings, don't sleep on this one. It will book quickly!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- No pets are permitted on the premises. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Sunshine Daydream

3 Bedrooms
2 Baths
8 Guests
Oyster Bay
Waterfront
Pet Friendly
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

Beautiful 3 bedroom home located in one of Chincoteague Island's private WATERFRONT communities! Formerly known as "Snoozin' Goose", Sunshine Daydream offers multiple outdoor porches, an open floor plan with large, bright rooms and modern amenities -- all in a quiet, peaceful location. Enjoy wonderful water views while sitting directly on a canal leading out to Oyster Bay. Tastefully decorated, and you can bring your dog along also!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

The Blue Pearl

4 Bedrooms
3 Baths & 1 Half
10 Guests
Cape Charles
Waterfront
Gas Grill
Screened Porch
Pool
Internet

** New Coastal Shore Vacations listing! ** Welcome to your dream waterfront home at Bay Creek Resort in beautiful Cape Charles, VA! This stunning 4-bedroom, 3.5-bathroom luxury retreat boasts direct beach access and breathtaking sunset views over the bay. Enjoy the open floor plan downstairs - perfect for entertaining or just enjoying your own space. The expansive decks lend themselves to comfortable outdoor lounging or dining al fresco. Upstairs you'll bask in the spaciousness of the two primary bedroom suites—one is beachfront and features a king bed and jacuzzi tub, and the other has a king bed and private sitting area—perfect for adults seeking comfort and relaxation. The two-level all-season rooms with floor-to-ceiling windows invite you to soak in the natural beauty and wildlife that surround you. The world-class community amenities complete the 5-star package -  professionally designed golf course, fine dining, expansive fitness room, pools with water slides, and golf cart trails - and they all enhance your vacation experience. Make unforgettable memories in this luxurious beachfront paradise where every day feels like a getaway!

SPECIAL NOTES:

This rental home is NO SMOKING and NO PETS.

Linens and towels are included with your reservation.

Usage of the Bay Creek Resort amenities and golf cart requires an additional fee of $75 per day*.

BAY CREEK RESORT AMENITIES:

Waterfront area perfect for kayaks, canoe, fishing or crabbing.

27 hole World-class golf course (requires additional golf fee).

Golf lessons and clinics available for all skill levels.

Member lounge will billiards and entertainment.

Cardio and weight training studio.

Two outdoor pools w/ decks and furniture.

350 acre Nature Preserve w/ trails and wildlife viewing.

Clubhouse with private restaurant and dining experiences.

Structured activities and programs such as bird watching, paddleboarding, beach yoga, kid's camps & more. 

*Fee is subject to change without prior notice or authorization. Bay Creek Amenity offerings can be seasonal and may change without prior notice or authorization.

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- No pets are permitted on the premises. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Bayside

3 Bedrooms
2 Baths
8 Guests
Cape Charles
Town & Country
Pet Friendly
Gas Grill
Internet

Welcome to Bayside, your next relaxation haven! This charming 3-bedroom, 2-bathroom pet friendly duplex offers the perfect blend of comfort and convenience nestled in the delightful town of Cape Charles. Whether you're in town to soak up the sun at the beach or simply unwind, this property is designed to suit every aspect of your leisurely needs!

Step inside to discover a cozy atmosphere with well-appointed spaces that promise a homely feel from the moment you walk in. The primary bedroom, a restful retreat, along with two additional amply-sized bedrooms, ensures everyone has their personal space. Entertaining? The open-concept living area present the ideal setting for creating memories with loved ones.

Forget about the hassle of street parking; this house comes with its very own off-street parking spots. And for those who can't bear to leave their furry friends behind, you'll be pleased to know this home is pet friendly!

Just a short stroll away lies Central Park, where you can enjoy everything from a peaceful morning jog to a lively afternoon picnic. Need to pick up some essentials or a quick snack? There are many conveniences in town, or the grocery store is just a little over 2 miles away—talk about convenient shopping!

Whether you're looking for a calming weekend getaway or seeking a serene place to call home for a while, this house ticks all the boxes for a laid-back yet vibrant living experience. Book your stay, pack your bags, and prepare to relax—your beachside vacation awaits!

Located right next door to this beautiful duplex is "Seaside". Larger group? Bring along your friends and family and rent both units! 

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation. 

- This property is pet friendly with a pet fee per pet (no cats). Pet fee is $150 per pet. All pets must be disclosed prior to arrival. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

 

Grey Heron

3 Bedrooms
2 Baths
8 Guests
North Main
Waterfront
Pet Friendly
Boat Dock
Charcoal Grill
Gas Grill
Screened Porch
Internet
Outdoor Shower

Majestic views await you from every room at Grey Heron, a charming raised contemporary located on North Main Street. Enjoy the unparalleled island sunsets from the private dock, spacious screened in porch and dining area, or with it's floor to ceiling windows and numerous cozy seating areas - from anywhere else in the home! Vintage artwork from local artist Hall Lott, known for his cover artwork for the Chincoteague Island Easter & Decoy Festival and Pony Swim posters, adorn the walls at every turn. Plush, cozy furniture in the living area as well as a round-about room featuring stunning 180-degree views of Chincoteague Bay and salt marsh give you plenty of space to enjoy company comfortably. A fully equipped kitchen (range, dishwasher, refrigerator) to prepare meals for family and friends, which is connected to the great room featuring a beautiful working fireplace and natural wooden floors. Grey Heron features 3 bedrooms, each boasting their own private balcony. On the upper level (accessible by the spiral staircase in the great room) you'll find the master bedroom - with the largest balcony, overlooking the sweeping vista of the bay and marsh. A comfortable king sized bed and television, as well as a full bath. The floor to ceiling bay window delivers plenty of natural island sunshine into the bedroom. Downstairs you will find the other two bedrooms - both with queen sized beds, a small balcony, and a cozy sitting area with view of the bay and marsh. Bring your bushel basket and crab right off the dock, then enjoy the bounty of the Chincoteague Bay from the screened-in porch. Bring your kayaks as well and launch them right from the private launch found off the bulkhead on the property. An outdoor shower to hose off after a sandy day at the beach. Plenty of space outside to enjoy family activities, and pet-friendly so bring your furry friends - they love basking in the sun on the dock as much as people do!

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Sundance

4 Bedrooms
3 Baths
9 Guests
South Ridge
Gas Grill
Screened Porch
Internet
Outdoor Shower

Light, bright and airy - this beautiful home is very well maintained, tastefully furnished and boasts all amenities including screened porch, outside shower, all appliances including HE washer/dryer, tvs in every bedroom and more. Sundance features 4 bedrooms and 3 full bathrooms. The home is located just outside of town and offers a very quiet setting - perfect for relaxing and unwinding. There's a master bedroom suite (king) with private bath with soaking tub and separate shower. Blender; Toaster; Coffeemaker (Keurig); Stereo and DVD; Central Heat and Air; HE Washer & Dryer; Phone; Screened Porch; Outside Shower; Gas B- B-Q Grill; Beach umbrella and chairs (located in master closet in king bedroom). Gas Fireplace (only for late fall and winter guests - not available spring, summer and early fall). Parking for 2 cars only.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises. 

- No pets are permitted on the premises.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Coastal Living

4 Bedrooms
2 Baths & 1 Half
8 Guests
Captain's Cove
Town & Country
Pet Friendly
Gas Grill
Pool
Internet

Welcome to Coastal Living at its finest in beautiful Captains Cove! This brand-new 4-bedroom, 2.5-bathroom home brings beach vibes right to your doorstep with its thoughtfully curated coastal decor and fresh, comfortable furnishings throughout.

The spacious layout features a stunning primary bedroom suite, perfect for unwinding after a day of seaside adventures. Every room showcases the attention to detail that makes this house feel instantly like home. The modern bathrooms and well-appointed living spaces create an atmosphere of casual elegance that captures the essence of beach living.

Step outside to your private outdoor oasis, complete with a generous deck and yard - ideal for morning coffee, afternoon barbecues, or starlit evenings. As a guest, you'll enjoy access to amazing community amenities including a refreshing pool, well-equipped fitness room, and a waterfront restaurant perfect for casual dining with water views. For boating enthusiasts, the community marina and fishing pier offer the ultimate water-lovers lifestyle experience. The location couldn't be better - just a 20-minute drive to the natural wonders of Chincoteague Island and Assateague Beach, where wild ponies roam and pristine beaches await your footprints.

Whether you're seeking a peaceful retreat or a fun-filled adventure, this home delivers the perfect blend of modern comfort and seaside charm. The quality construction, combined with brand-new everything, means you can focus on making the memories of a lifetime.

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- Pets are welcome with an additional fee. 

- Community amenities require an extra fee for passes required by the Association. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Windshadow

3 Bedrooms
2 Baths & 1 Half
8 Guests
North Main
Waterfront
Pet Friendly
Boat Dock
Charcoal Grill
Screened Porch
Internet
Outdoor Shower

You will enjoy spectacular sunsets from this lovely waterfront home overlooking the Chincoteague Bay. There is a waterfront screened gazebo that leads to a dock great for crabbing/fishing. Inside is a large open floor plan with a brand new kitchen, living room with wood burning fireplace and dining area. Walk through the French doors off the living room to a large screened porch and sky deck overlooking the Chincoteague Bay. There is a first floor King bedroom with en-suite bath and two twin bedrooms on the second level. Windshadow is a premier PET FRIENDLY vacation rental.

- Linens and towels are included with your reservation.

- No smoking is permitted on the premises.

- This property is pet friendly with a pet fee per pet. Pet fee is $150 per pet. All pets must be disclosed prior to arrival.

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Princess Anne

1 Bedroom
1 Bath
2 Guests
Cape Charles
Internet

Welcome to this freshly renovated, two-bathroom condominium in the heart of charming Cape Charles. Ideally positioned just blocks from the beachfront, this beautifully curated home offers a comfortable balance of modern upgrades and downtown accessibility.

Step into an open living area that features a cozy fireplace and large television, perfect for unwinding after a day by the shore. The full kitchen is outfitted with brand-new appliances, ready to handle everything from your morning coffee to your evening seafood feast.

Take advantage of the rooftop terrace which offers relaxation while overlooking downtown and the Bay after a long day at the beach. Complete with a wet bar area under a pergola, this is sure to become one of your favorite hangout spots. 

The primary bedroom offers a private retreat with its own balcony — an ideal spot for enjoying gentle breezes. An adjacent custom-tiled bathroom adds convenience and a touch of refinement.

Outdoor enthusiasts and leisurely strollers alike will appreciate the condo’s proximity to the Cape Charles Beachfront, mere minutes away on foot. The neighborhood’s inviting walkability extends to nearby restaurants, the Cape Charles Distillery, ice cream parlors, boutique shops, and local art galleries. And when everyday errands call, a well-stocked supermarket is just a short drive away.

If convenience, style, and coastal charm are on your checklist, this condo just might check every box. With a location that makes spontaneous ice cream excursions and sunset beach walks a regular thing — it isn’t just a rental, it’s a lifestyle.

PLEASE NOTE: 'Princess Anne' is one of 5 luxury apartments offered within the 'Cape Dunes' complex. This being the case, some amenities and spaces are shared. This includes the washer & dryer, ice maker and roof top terrace. Parking is on-street and not reserved. 

- No smoking is permitted on the premises. 

- Linens and towels are included with your reservation.

- No pets are permitted. 

- Any reservations made for a future year (known as "Advanced Reservations") are subject to rate and availability changes. These reservations will be confirmed in January of the arrival year.

Pages